Before going pro After graduating high school in his native
Lakeland, Florida, Reynolds moved to
Huntington Beach, California with the hope of furthering his skate career. Around this time, he was heavily influenced by pro skaters
Chad Muska and
Tom Penny. Reynolds emerged into the skateboarding scene in the early 1990s. Following a phone call from pro skater
Tony Hawk, Reynolds joined Hawk's then-new skate team
Birdhouse. Reynolds has stated that Hawk contacted Reynolds despite knowing little about Reynolds or his skating abilities. Reynolds explained in 2008: "To me, that was such a trip when they told me, 'The ams [amateurs] on Birdhouse are gonna be you and Ocean Howell.' And I'm like, 'Me! And the guy, from the H. Street video with the Doors song and everything?!' I was like, 'Oh my god!' It's not even right. Some little kid from a hick town, and the other am is Ocean Howell? It's wrong. It just was so wrong. At first, when I met him I was just a fan. But then we became friends. He would get a girl at every demo almost and I'm just... amazed! I thought, 'Man, how does he do it? He's so cool.'" Professional skateboarder and
Emerica team manager Heath Kirchart revealed in 2007 that he perceived Reynolds as his competition, as Reynolds was recruited to Birdhouse after he joined the team. Kirchart further explained: I don't tell many people this. But there was [a] point, I remember when [we] were filming
The End when he kickflip noseslided the UCI ten-stair. I [thought], "Holy shit! Hopefully, I'll do that." And I didn't. But it was my coming to "Wow! He's better than me." And since that time it's been
way better than me. He's not just better than me—he's
way better than me. Reynolds' skating profile was featured in the original ''
Tony Hawk's Pro Skater'' video game.
Baker In 2000, Reynolds left Birdhouse and started the Baker brand with Jay Strickland; the company was named after a lifestyle in which a person "gets baked" (smokes and experiences the effects of the drug
cannabis) and skateboards every day. In 2007, Reynolds provided a detailed account of the company's beginnings: Well, I was living in Huntington, riding for Birdhouse. We just thought to ourselves, all these companies are really lame. Birdhouse doesn't promote piles, you know what I mean? Zero's not promoting what we're all about. We met up with Jay Strickland [and] we started telling him about our ideas. "We want do something. We want do a company." And we're like, "All of us, together." It was just a big mess. I went and talked to Tony [Hawk] and Per [Welinder]—"It's either [that] I quit and take a bunch of guys and do something, or you guys help me start a company" As of July 2014, Bakerboys distributes seven brands, some of which are owned by past and current Baker riders. In September 2019, Reynolds and Emerica announced they had parted ways.
Altamont Apparel In collaboration with the creative direction of Reynolds, the head designer for the brand is English artist FOS, who is also the owner of the Heroin skateboard brand. As of October 2012, the brand's team includes
Mike Watt, Brian Hansen, Neen Williams, Kenny Hoyle, Jon Dickson, Justin Figeroa, and Bryan Herman. Former riders have included Garrett Hill and
Theotis Beasley, with a signature Beasley clothing line released in early 2012.
Sponsors As of December 2024, Reynolds is sponsored by
Baker Skateboards,
New Balance,
Dime Montreal,
Spitfire Wheels, Brigada,
Independent,
Shake Junt,
Stance. =="Madness"==